Esculetin
Synonym(s):6,7-Dihydroxycoumarin;Cichorigenin;Esculetin
- CAS NO.:305-01-1
- Empirical Formula: C9H6O4
- Molecular Weight: 178.14
- MDL number: MFCD00006874
- EINECS: 206-161-5
- SAFETY DATA SHEET (SDS)
- Update Date: 2024-11-19 15:53:33
What is Esculetin?
Chemical properties
YELLOWISH CRYSTALLINE POWDER
The Uses of Esculetin
In the presence of esculetin and HA14-1 (sc-205911) expression of the death receptor 4 (DR4) has been observed to be upregulated and extracellular-regulated kinase (ERK) to be activated. Other studies suggest that esculetin upregulates death receptor 5 (DR5) protein expression, and enhances TRAIL-induced apoptosis. It also inhibits the activity of 12-LO (12-lipoxygenase), and decreases leukotriene biosynthesis during 5-LO inhibition.
The Uses of Esculetin
antifungal, hepatoprotective, IL-1 inhibitor
The Uses of Esculetin
In filters for absorption of ultraviolet light.
What are the applications of Application
Esculetin is a hydroxyl radical and ROS scavenger that attenuates cellular oxidative stress
Definition
ChEBI: A hydroxycoumarin that is umbelliferone in which the hydrogen at position 6 is substituted by a hydroxy group. It is used in filters for absorption of ultraviolet light.
General Description
Esculetin is a derivative of coumarin, found in various plant species including Cichorium intybus (chicory), Bougainvillea spectabilis, Artemisia capillaris, etc and leaves of Citrus limonia (Rutaceae), Ceratostigma willmottianum, etc. It exhibits multiple pharmacological activities and is found to be a potent inhibitor of cyclooxygenase, 5-lipoxygenase, 12-lipoxygenase, catechol-O-methyl transferase, NADPH oxidase and xanthine oxidase enzymes.
Purification Methods
It forms prisms from AcOH, aqueous EtOH or aqueous MeOH, and provides leaflets on sublimation in a vacuum. [Kagan J Am Chem Soc 88 2617 1966, Marby et al. Phytochemistry 4 492 1965.] Esculin (the 6-glucoside) has m 215o(dec), [] D -41o (c 5, pyridine). [Beilstein 18 III/IV 1322, 18/3 V 202.]
Properties of Esculetin
Melting point: | 271-273 °C(lit.) |
Boiling point: | 270.35°C (rough estimate) |
Density | 1.3431 (rough estimate) |
refractive index | 1.4500 (estimate) |
storage temp. | 2-8°C |
solubility | Solubility Almost insoluble in boiling water, ether; soluble in hot ethanol, glacial acetic acid |
form | powder |
pka | 1.71(at 25℃) |
color | Light yellow |
PH Range | Weak blue uorescence (1.5) to strong blue uorescence (2.0) |
Water Solubility | slightly soluble |
Merck | 14,3697 |
BRN | 152788 |
Major Application | antiinflammatory, Herbicides, cosmetics, teeth whitening agent, antifungal, neurodegenerative andfungal, antibacterial, antiviral, treating drug-induced weight gain, neurodegenerative and blood coagulation disorders, cancer, amyloidosis, skin impairments and baldness |
CAS DataBase Reference | 305-01-1(CAS DataBase Reference) |
NIST Chemistry Reference | Coumarin, 6,7-dihydroxy-(305-01-1) |
EPA Substance Registry System | Esculetin (305-01-1) |
Safety information for Esculetin
Signal word | Warning |
Pictogram(s) |
Exclamation Mark Irritant GHS07 |
GHS Hazard Statements |
H315:Skin corrosion/irritation H319:Serious eye damage/eye irritation H335:Specific target organ toxicity, single exposure;Respiratory tract irritation |
Precautionary Statement Codes |
P261:Avoid breathing dust/fume/gas/mist/vapours/spray. P264:Wash hands thoroughly after handling. P264:Wash skin thouroughly after handling. P280:Wear protective gloves/protective clothing/eye protection/face protection. P304+P340:IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing. P405:Store locked up. |
Computed Descriptors for Esculetin
InChIKey | ILEDWLMCKZNDJK-UHFFFAOYSA-N |
Abamectin manufacturer
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